Work Hours (Client) : 9:00am - 5:00pm UTC-5 Jamaica time
Pay Range : $1,200 to $1,500
Location of Search : Philippines and South Africa
Work Location : REMOTE
Role Overview
The Executive Assistant acts as a strategic gatekeeper and operator, ensuring that only high-leverage matters reach Principal and that decisions translate into timely, frictionless execution.
Functional Accountability
This Role Has End-to-end Ownership Of
Executive time, calendar, and access management
Inbound and outbound communications across all channels and entities
Executive preparation, briefing, and follow-through on decisions
Cross-entity coordination and execution tracking
Personal and professional logistics required to sustain focus and availability
Executive operating systems that prevent dropped commitments and rework
Accountability is singular: nothing that requires CEOs attention should arrive unfiltered, unprepared, or unresolved.
Key Outcomes and Success Measures (12-Month Horizon)
Principals calendar reflects strategic priorities, with protected deep-work time and minimal reactive interruptions.
All inbound communications are triaged, prioritised, and resolved with no unvetted access.
Executive meetings are decision-ready, with briefs, agendas, and documented follow-through delivered consistently.
Strategic and delegated initiatives across entities are visible, tracked, and progressed without prompting.
Personal and professional logistics operate seamlessly, with no follow-up required by the Principal
Risks, conflicts, and bottlenecks are identified early and escalated only when judgement or approval is required.
Decision Authority
This Role May Independently
Control access to Principals time and attention
Prioritise, defer, or decline requests based on strategic relevance
Communicate externally on Principals behalf once tone and parameters are set
Drive follow-up and accountability across internal teams and external advisers
Implement systems, reminders, and workflows to eliminate repeat issues
This Role Must Escalate
Material legal, financial, or reputational decisions
Commitments that materially change strategy, exposure, or obligations
Matters involving unresolved conflict of interest or high sensitivity
Key Working Relationships
Principal
General Managers across operating entities
Legal, finance, compliance, and professional advisers
CIOO and operational leads
External partners, vendors, and service providers
Personal support resources (driver, household support, clerical support)
This role coordinates across functions but does not replace executive leadership within entities.
What This Role Is Not Responsible For
Acting as a General Manager or business owner within any entity
Providing legal, financial, or investment advice
Social or relationship management beyond operational coordination
Performing routine clerical work that can be delegated elsewhere
Absorbing unclear work due to others’ lack of ownership
Capabilities And Experience Required
Core Capabilities (Must-Have)
Exceptional executive judgement and discretion
Advanced prioritisation and time-leverage thinking
Strong written communication; able to distil complexity into action
Systems thinking with rigorous follow-through
Calm authority under pressure and competing demands
Relevant Experience
5-10 years supporting a founder, principal, or C-suite executive
Experience operating across multiple entities or jurisdictions
Exposure to legal, professional services, investment, or complex operations
High proficiency with Office 365, Google Workspace, video conferencing tools, and task/project management platforms
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